Middle & Large Business Underwriter Trainee/Associate - Excess

The Hartford; Chicago (IL); Hybrid; USD 61,000 - 91,000; Full time

Job summary

The Hartford is seeking an Associate Underwriter for the UYTRAN program in Chicago. This 22-week onboarding and risk education program blends on-the-job experience with classroom learning, mentorship, and sales training to develop commercial underwriting skills.

The role supports a hybrid schedule—three days in the office and two days from home—while you build relationships, analyze data, and learn to deliver precise coverage for customers.

Qualifications

• Bachelor’s Degree preferred, or equivalent combination of education, training, and Insurance experience.
• Up to 3 years of Insurance experience preferred.
• Excellent written and interpersonal communication and presentation skills.
• Ability to think analytically about business problems, make recommendations, and propose solutions.
• Resilience and an entrepreneurial spirit.
• Demonstration of solid time, organizational, and desk management skills.
• Goal oriented with a strong desire to deliver outcomes in timely manner.
• Acts with a sense of urgency and is responsive to internal and external customer needs.
• Strong sales skills with the ability to negotiate and sell all messages including with those that may be difficult.
• Challenge the status quo to implement improvement and compete to win.
• A valid driver’s license is required, as use of a company pool car will be necessary for periodic travel.
• Demonstrates satisfactory progress during the Training Program and achieve passing scores on all tests, case studies, and foundational underwriting assessments
• Potential to travel during training may exist

Skills

Customer focus

Data analysis

Critical thinking

Team spirit

Financial mindset

Relationship building

Time management

Sales skills

Urgency responsiveness

Education

Bachelor’s Degree or equivalent

Job description

Associate Underwriter - UYTRAN

We’re determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals – and to help others accomplish theirs, too. Join our team as we help shape the future.

Underwriting Trainee Opportunities: Gain Real World Experience

We’re in the business of helping people achieve amazing things. From opening a small business to buying a car or home to recovering from illness or injury and so much more, we help people protect the things that matter. And you can help us when you join our team of underwriters. They’re at the heart of everything we do. And by joining us, you’ll be on a team known throughout the industry for providing our customers with just the right amount of coverage they need to pursue their unique interests. Your underwriting career here means collaboration, inclusivity, innovative thinking and so much more. Here, we value self-starters, and all ideas are welcome. It’s where opportunities exist to hone your underwriting skills by working with our sales teams, experienced underwriters, and other leaders – and your career path can take any direction you might choose. As part of our Commercial Underwriter Onboarding and Risk Education (CORE) development program, you’ll gain an experience of a lifetime. Our 22-week program begins in July and includes self-directed and virtual classroom learning sessions. What’s more, you’ll get on-the-job work experience as well as integrated sales training with support from your mentor and manager to round out your Commercial Underwriting experience. After the formal program concludes, you’ll have the knowledge to begin a formal career here, with us behind you every step of the way. This role will allow for a hybrid work schedule working three days in the office and two days from home.

We’ll Be a Good Match if You Have:

• A customer-first mindset, putting our customers at the center of everything you do
• A passion for making decisions through both analyzing data and employing critical thinking skills
• A team spirit and desire to work collaboratively
• A financial mindset to help make the best decisions
• Ability to own your work and following through on commitments
• Ability to decipher and execute within a fluid and changing business environment
• An understanding of how to build relationships and trust among diverse groups

Qualifications:

• Bachelor’s Degree preferred, or equivalent combination of education, training, and Insurance experience
• Up to 3 years of Insurance experience preferred
• Excellent written and interpersonal communication and presentation skills
• Ability to think analytically about business problems, make recommendations, and propose solutions
• Possession of resilience and an entrepreneurial spirit
• Demonstration of solid time, organizational, and desk management skills
• Goal oriented with a strong desire to deliver outcomes in timely manner
• Acts with a sense of urgency and is responsive to internal and external customer needs
• Strong sales skills with the ability to negotiate and sell all messages including with those that may be difficult
• Challenge the status quo to implement improvement and compete to win
• A valid driver’s license is required, as use of a company pool car will be necessary for periodic travel
• Demonstrates satisfactory progress during the Training Program and achieve passing scores on all tests, case studies, and foundational underwriting assessments
• Potential to travel during training may exist

Compensation

The listed annualized base pay range for this role is: $60,800 - $91,200.

• Other rewards may include short-term or annual bonuses, long-term incentives, and on-the-spot recognition.

Equal Opportunity Employer/Sex/Race/Color/Veterans/Disability/Sexual Orientation/Gender Identity or Expression/Religion/Age